Wailua, Kauai

Curated rentals in Wailua

6423 waterfront rentals·30 shores·Every listing on the water·Updated 2026-11-12

Kauai is the oldest of the main islands and the least built up, with no building taller than a coconut palm by county rule. Poipu on the south shore is the sunniest part and has the calmest winter swimming. The east side around Kapaa and Wailua, called the Coconut Coast, has a long paved shoreline path and many oceanfront condos. The north shore at Princeville, Hanalei and Haena is the most dramatic, with the best beach weather in summer and big surf in winter.

StateHI
Peak seasonDecember to March
Best forWaterfront stays
Featured29 rentals
The curated list · 29 rentals

Where we would stay in Wailua, Kauai.

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Expansive Oceanfront Lanai and Heated Swimming Pool - Elegant Island Retreat
No. 01

Expansive Oceanfront Lanai and Heated Swimming Pool - Elegant Island Retreat

Condo
2 bedroom sleeps 4 private pool about $472 a night

Lanikai 122 - Luxury Oceanfront Living on Kauai's Coconut Coast with AC Welcome to Lanikai 122, a serene second-floor oceanfront condo offering panoramic views of Wailua Bay and upscale island living. With two spacious bedrooms, each featuring king beds, ensuite baths, and air conditioning in the bedrooms, this thoughtfully designed retreat is ideal for couples, friends, or families seeking comfort, privacy, and the soothing rhythm of the sea. Condo Highlights 2 Bedrooms. 2 Bathrooms.

Expansive Lanai and Heated Swimming Pool - Stunning Oceanfront Oasis
No. 02

Expansive Lanai and Heated Swimming Pool - Stunning Oceanfront Oasis

Condo
2 bedroom sleeps 4 private pool about $492 a night

Oceanfront Views & Island Living at Lae Nani - 2BR. 2BA (2nd Floor) Panoramic Wailua Bay views await in this bright and breezy second-floor oceanfront condo at Lae Nani. Located just steps from the shoreline, the soothing sights and sounds of the ocean set the tone for a truly relaxing Kauai getaway. Enjoy your morning coffee or sunset dinners from the private ocean-facing lanai, accessible from both the living room and primary bedroom. 2 Bedrooms. 2 Bathrooms.

Stunning Views and Heated Pool - Exquisite Oceanfront Haven
No. 03

Stunning Views and Heated Pool - Exquisite Oceanfront Haven

Condo
2 bedroom sleeps 4 private pool about $492 a night

Lae Nani Oceanfront Penthouse 531 - Panoramic Oceanfront Living on Kauai's Coconut Coast E komo mai to Lae Nani Oceanfront Penthouse 531, where breathtaking 180-degree ocean views and island luxury come together for an unforgettable Kauai escape. Perched above lush tropical landscaping on the Royal Coconut Coast, this beautifully appointed two-bedroom, two-bathroom penthouse offers front-row seats to watercolor sunrises, seasonal whale watching, and the soothing rhythm of the Pacific. Begin each day with coffee on your private lanai as the sky comes alive in shades of gold and coral.

Kauai Plantation Hale
No. 04

Kauai Plantation Hale

Condo
1 bedroom sleeps 6 private pool about $167 a night

Highlights: Balcony- Steps to the Beach. 3 Pools & 2 Hot Tubs. Free Parking. Air-Conditioned Welcome to Sunny Plantation Hale, Your Bright & Breezy Kauai EscapeHale a cheerful, sunlit retreat, perfectly tucked beside the Coconut Marketplace and just a short stroll to the BEACH and the breathtaking oceanfront Beach Path. With refreshing island breezes, lush tropical surroundings, and unbeatable convenience, this is the kind of Kauai getaway guests return to year after year. This inviting 1-bedroom, 1-bath condo offers comfort, space, and thoughtful touches throughout.

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Full Kitchen and Large Lanai - Stunning Oceanfront Retreat
No. 05

Full Kitchen and Large Lanai - Stunning Oceanfront Retreat

Condo
2 bedroom sleeps 4 private pool about $442 a night

Magical Oceanfront Views at Lae Nani 521. AC in Bedrooms Oceanfront Second-Floor Condo. 2 Bedrooms. 2 Bathrooms E komo mai! Welcome to Lae Nani 521, a peaceful oceanfront retreat set along the shores of Wailua on Kauai's beautiful Coconut Coast. Located in an oceanfront building, this second-floor condo offers breathtaking views framed by swaying palms, tropical landscaping, and the soothing rhythm of the waves just steps away. With an open-concept layout and two ensuite bedrooms, this residence is ideal for couples, families, or friends seeking a comfortable home base with a truly magical setting. 2 Bedrooms. 2 Bathrooms.

Oceanview and Large Private Lanai - Charming Kauai Sanctuary
No. 06

Oceanview and Large Private Lanai - Charming Kauai Sanctuary

Condo
2 bedroom sleeps 6 private pool about $442 a night

Remodeled Oceanview Retreat at Lae Nani 425. AC Throughout Second-Floor Oceanview Condo. 2 Bedrooms. 2 Bathrooms Welcome to Lae Nani 425, a beautifully remodeled second-floor condo located in Building 4 of the desirable Lae Nani community. Designed with modern island style and comfort in mind, this residence offers spectacular ocean views from both the living room and the primary bedroom, along with a private lanai to enjoy the sights and sounds of Kauai's Royal Coconut Coast. 2 Bedrooms. 2 Bathrooms.

Oceanfront Lanai and Spacious Living Area - Sunny Oasis
No. 07

Oceanfront Lanai and Spacious Living Area - Sunny Oasis

Condo
2 bedroom sleeps 4 private pool about $473 a night

Sunny Daze" Lae Nani Oceanfront 2-Bedroom, 2-Bathroom Condo Situated in the most desirable building on the Lae Nani property due to its proximity to the ocean, this vacation condo in Kauai sits just 100 yards from the shore. With an oceanfront lanai off both the living room and the master bedroom, this unit is perfect for those dreaming of a beach vacation! This condo is well-suited for families or multiple couples traveling together, with its spacious sectional sofa in the living room. Enjoy views of the ocean from the living room, which also offers a comfortable atmosphere for relaxing, playing games, or watching a movie after a full day at the beach.

Expansive Lanai and Heated Swimming Pool - Spacious Oceanfront Retreat
No. 08

Expansive Lanai and Heated Swimming Pool - Spacious Oceanfront Retreat

Condo
2 bedroom sleeps 4 private pool about $482 a night

Lanikai 123 - Premier Oceanfront Living on Kauai's Coconut Coast Escape to Lanikai 123, a spacious second-floor oceanfront condo offering panoramic views of Wailua Bay, a beautifully updated kitchen, and inviting indoor-outdoor living. With two bedrooms and two bathrooms, this breezy retreat is perfect for families, couples, or small groups seeking the comfort of home and the serenity of oceanfront life. Condo Highlights 2 Bedrooms. 2 Bathrooms.

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29
curated rentals in Wailua, Kauai
Oceanview Studio and Pool Access - Peaceful Island Retreat
No. 09

Oceanview Studio and Pool Access - Peaceful Island Retreat

Studio
1 bedroom sleeps 3 private pool about $188 a night

Drift Away - Oceanview Studio at Islander on the Beach 259 Welcome to Drift Away, a second-floor oceanview studio at Islander on the Beach where you'll be transported to the peaceful beauty of Old Hawaii. Wake to the sound of the waves, breathe in the fresh ocean air, and let island time carry you through your perfect Kauai escape. Studio Highlights Studio. 1 Bathroom.

Direct Ocean Views and Pool Access - Charming Oceanfront Studio
No. 10

Direct Ocean Views and Pool Access - Charming Oceanfront Studio

Studio
1 bedroom sleeps 2 private pool about $214 a night

Surf's Up! - Oceanfront Studio Retreat at Islander on the Beach 327 Welcome to Surf's Up!, a newly refreshed top-floor oceanfront studio at Islander on the Beach. Here, the gentle sound of the waves and sweeping ocean views create the perfect backdrop for your island escape along Kauai's iconic Royal Coconut Coast. Studio Highlights Studio. 1 Bathroom.

Spacious Lanai and Full Kitchen - Blissful Oceanfront Retreat
No. 11

Spacious Lanai and Full Kitchen - Blissful Oceanfront Retreat

Condo
1 bedroom sleeps 2 about $237 a night

Bliss on the Bay at the Wailua Bay View- Oceanfront One Bedroom One Bath with AC in the Bedroom Ocean front views from this Wailua Bay condo. Your gaze will get lost on the horizon of the Pacific Ocean and swaying coconut trees. Comfy Oceanfront Hawaiian Style living is yours to enjoy from this second floor condo for you to blissfully enjoy. Wailua Bay View #207 is located on a small bluff overlooking the expansive white sand beaches of Wailua Bay View. Enjoy strolls on the beach! Watch the colorful and romantic moon rise over the ocean at Wailua Bay.

Breathtaking Views and Tropical Breezes - Stunning Oceanfront Retreat
No. 12

Breathtaking Views and Tropical Breezes - Stunning Oceanfront Retreat

Condo
sleeps 2 private pool about $193 a night

Stunning Oceanfront Paradise! This Stunning Oceanfront Studio Condo at the Islander is located on the second floor. Truly Paradise with warm tropical breezes and oceanfront view. Listen to the ocean as the waves hit the beach! Beautiful Direct Oceanfront Studio Condo - Steps to the Pool and Sandy Beach! Islander on the Beach Oceanfront 246! Air Conditioner! No resort fee! Stunning Oceanfront Paradise! This Stunning Oceanfront Studio Condo at the Islander is located on the second floor. Truly Paradise with warm tropical breezes and oceanfront view. Listen to the ocean as the waves hit the beach!

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Unobstructed Views and Beach Front Pool - Stunning Ocean Front Retreat
No. 13

Unobstructed Views and Beach Front Pool - Stunning Ocean Front Retreat

Condo
sleeps 3 private pool about $220 a night

Come experience Kauai in this Ocean Front condo with unobstructed views of the crystal clear blue waters. Islander on the Beach is located Beach Front in beautiful Kapaa along the coconut coast with a new bike path! Islander has the Aloha spirit! Newest Listing Ocean Front Penthouse Royal Islander 352! Air Conditioned! No Resort Fee! Come experience Kauai in this Ocean Front condo with unobstructed views of the crystal clear blue waters. Islander on the Beach is located Beach Front in beautiful Kapaa along the coconut coast. It is central on the island, walking distance to farmers markets, restaurants, coffee shops, shopping and the beach! Guests LOVE staying at this complex.

Private Lanai and Heated Saltwater Pool - Mesmerizing Oceanfront Retreat
No. 14

Private Lanai and Heated Saltwater Pool - Mesmerizing Oceanfront Retreat

Condo
2 bedroom sleeps 4 private pool about $470 a night

Lanikai 134 - Mesmerizing Oceanfront Top-Floor Retreat with Central A/C Welcome to Lanikai 134, a spacious third-floor oceanfront condo offering breathtaking views of Wailua Bay and cool comfort with central A/C throughout. With two bedrooms, two bathrooms, and a beautifully furnished lanai, this luxury condo offers the perfect blend of island charm and modern convenience, ideal for families or couples seeking a peaceful Kauai escape. Condo Highlights 2 Bedrooms. 2 Bathrooms.

Chic Studio with Pool and Tiki Bar - Stunning Hawaiian Escape
No. 15

Chic Studio with Pool and Tiki Bar - Stunning Hawaiian Escape

Condo
1 bedroom sleeps 4 private pool about $178 a night

From east-facing sunrises and footsteps-to-the-shore access to the oceanfront pool, the details below map out your stay at Islander on the Beach #232. Living & Dining This airy studio blends soft natural tones with coastal textures, creating a peaceful retreat after days of exploration. A plush California King bed faces a mounted flatscreen TV, while a fold-out sleeper sofa comfortably accommodates two additional guests. Enjoy meals or workspace moments at the small dining table beside the sliding doors, where ocean breezes drift in effortlessly. Split A/C keeps the space cool, though many guests unwind with the soundtrack of waves just beyond the lanai.

Breathtaking Views and Pool Access - Stunning Oceanfront Haven
No. 16

Breathtaking Views and Pool Access - Stunning Oceanfront Haven

Studio
1 bedroom sleeps 2 private pool about $205 a night

Slice of Paradise - True Oceanfront Studio at Islander on the Beach 225 Welcome to Slice of Paradise, a stunning second-floor oceanfront studio at Islander on the Beach where the soothing sounds of the ocean and unobstructed views of the Pacific create the ultimate Coconut Coast escape. Relax, recharge, and experience Kauai's beauty just steps from your lanai. Studio Highlights Studio. 1 Bathroom.

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Large Private Lanai and Shared Pool Area - Spectacular Oceanfront Escape
No. 17

Large Private Lanai and Shared Pool Area - Spectacular Oceanfront Escape

Condo
1 bedroom sleeps 2 shared pool about $237 a night

Spectacular Oceanfront View Top Floor Corner Condo at Wailua Bay View Dazzling views of the Wailua Bay from this condo. Your gaze will get lost on the horizon of the Pacific Ocean. Comfy Oceanfront living is yours to enjoy from this top floor condo. The most amazing colorful explosive sunrises from the lanai. One of the best locations at Wailua Bay View.

Oceanfront Resort and Heated Pool - Stunning Hawaiian Paradise Retreat
No. 18

Oceanfront Resort and Heated Pool - Stunning Hawaiian Paradise Retreat

Condo
1 bedroom sleeps 4 private pool about $211 a night

Oceanfront Resort Lae Nani 123 Ocean and Pool Penthouse NEW Split AC System in Living Room and Master Bedroom. NO resort fee! Paradise Found! Oceanfront Resort Lae Nani - Penthouse Ocean and Pool View Unit 123! NEW AC! The Best of the Best! From the moment you walk in you will know you made the best choice! This Royal Hawaiian Penthouse Ocean and Pool View Condo has a Stunning Ocean View with watercolor sunrises, whale watching and romantic dinners on the lanai with a priceless view of the ocean, lush lawn and manicured tropical landscaping. and sandy beach with surfing and protected swimming.

Oceanfront Studio with Private Lanai - Serene Tropical Escape
No. 19

Oceanfront Studio with Private Lanai - Serene Tropical Escape

Studio
1 bedroom sleeps 2 private pool about $227 a night

Sea La Vie - True Oceanfront Escape at Islander on the Beach 252 Welcome to Sea La Vie, a beautifully updated second-floor oceanfront studio at Islander on the Beach, offering sweeping views of the Royal Coconut Coast. Wake to the sound of the waves and enjoy effortless island living from this serene retreat on Kauai's scenic east shore. Studio Highlights Studio. 1 Bathroom.

Expansive Lanai and Full Kitchen Amenities - Charming Coastal Retreat
No. 20

Expansive Lanai and Full Kitchen Amenities - Charming Coastal Retreat

Condo
1 bedroom sleeps 2 private pool about $237 a night

Charming Wailua Bay View Oceanfront Top Floor with an Amazing View! Panoramic view from this snug restful welcoming condo. You can sit back in your home away from home here with a cozy couch to sink into as you gaze at the ocean. Step out to your lanai and savor the sights you have been handed. Come be our guest. Unit Amenities Include: Full kitchen Glass Slider Doors Open to Large Private Lanai Flat screen TV in Living Room A/C in Bedroom King Size Bed Ceiling Fan in Living Room and Bedroom Flat screen Television in Bedroom Ceiling Fans in Living Room and Bedroom Washer/Dryer in Unit FREE Wi-Fi Wireless Internet Third Floor.

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Oceanfront Balcony and Swimming Pool - Charming Hawaiian Retreat
No. 22

Oceanfront Balcony and Swimming Pool - Charming Hawaiian Retreat

Condo
1 bedroom sleeps 4 private pool about $168 a night

Oceanfron Wailua Bayview 203 a one bedroom, is decorated Hawaiian Style with a full equipped kitchen, a master bedroom with a queen bed and area AC, a full bathroom with shower and tub. Flat Screen TV. Full Sofa Sleeper. Comfortably sleeps up to 4 Oceanfront Wailua Bayview 203 From the moment you walk in the door you are absolutely drawn across the length of the condo and out the glass sliders onto the balcony where you are greeted with a breathtaking oceanfront view. Your entire stay will be wrapped around the sound of the waves and the way the light plays on the water from sunrise to sunset.

Oceanfront Studio and Poolside Oasis - Charming Coastal Retreat
No. 23

Oceanfront Studio and Poolside Oasis - Charming Coastal Retreat

Studio
1 bedroom sleeps 2 private pool about $223 a night

Welcome to Seascapes, a newly added second-floor oceanfront studio at Islander on the Beach. With sweeping panoramic views of the Pacific, this charming retreat invites you to relax, recharge, and experience the peaceful rhythms of life by the sea along Kauai's Royal Coconut Coast. Studio Highlights Studio. 1 Bathroom. Sleeps up to 2 Queen-size bed with soft, comfortable linens Private covered lanai with direct oceanfront views Kitchenette with mid-size fridge, microwave, toaster oven, Keurig coffee maker, and Bullet blender Silverware and essentials for poolside BBQ grilling 50" flat-screen Smart TV for streaming entertainment Air conditioning for added comfort Shower/tub combo with...

Oceanfront Studio with Sweeping Views - Cozy Island Retreat
No. 24

Oceanfront Studio with Sweeping Views - Cozy Island Retreat

Condo
sleeps 2 private pool about $165 a night

Kapaa Sands 07 - Oceanfront Studio with Panoramic Views Sleeps 2. 1 Queen Bed. Oceanfront. Second Floor. Full Kitchen Your Beachfront Escape on Kauai’s Royal Coconut Coast Discover the laid-back charm of Kapaa Sands 07, a newly renovated second-floor studio condo located just steps from the Pacific Ocean. Nestled in a quiet, boutique property in Kapaʻa, this cozy oceanfront retreat offers everything you need for a relaxing and memorable Kauai getaway. Sip your morning coffee on your private lanai with sweeping ocean views, watch sea turtles in the tidepools below, or walk to vibrant shops and local eateries in charming downtown Kapaʻa.

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Lush Tropical Gardens and Relaxing Lanai - Charming Oceanfront Escape
No. 26

Lush Tropical Gardens and Relaxing Lanai - Charming Oceanfront Escape

Condo
1 bedroom sleeps 2 private pool about $225 a night

Welcome to Garden Breeze Retreat, a cozy ground-floor oceanfront escape at Kapaa Sands, where lush tropical gardens and sweeping ocean views create the perfect setting for your Kauai getaway. This peaceful retreat offers everything you need to relax, recharge, and enjoy the beauty of island life. Condo Highlights Studio. 1 Bathroom. Sleeps up to 2 Queen bed in a bright, open-concept living space Private garden lanai with partial ocean and tropical views Full-size kitchen stocked with essentials Flat-screen Smart TV for streaming and entertainment Free high-speed Wi-Fi Pool and beach towels, beach chairs, and cooler provided No resort fees!

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