Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Beautiful Beachfront Resort, Resort and Oceanview Unit, 4 pools, 2 Jacuzzis,
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is an amazing first floor studio in building 4 (building closest to the beach), with a patio facing the pool/resort area with ocean views. Step out your door, and short...
Aston Whaler at Kaanapali 770: Sweet 7th floor 1 Bedroom Ocean View Condo
Enjoy Maui in comfort in this sweet, home-like condo located on Kaanapali Beach. The tasteful interior design, wide-open layout, and seventh story views of the horizon on the Pacific Ocean truly transcend you into vacation mode.The bedroom has a California king bed and...
Vitamin Sea available on Maui Come Play at Kahana Reef 402
Close to sailing, scuba diving, and more, this smoke-free condo brings it all within reach. Kahana Beach is within an easy 10-minute walk and Ka'opala Beach is also a quick 13-minute walk away, so leave your car at the property, which offers onsite parking. After you...
Beachfront HK-B16 - Maui Gardenview Condo in Secluded Resort on Ma'alaea Bay
Experience the best of Maui at Honu Kai's centrally-located condo, B-16. This tranquil oasis offers a serene bedroom with A/C and a comfortable queen-sized bed on the second floor, while the living area provides privacy with a shoji door, a queen-sized sofa sleeper, and...
Luana Kai B201 | Luxurious Updated Condo, Oceanfront Property!
Welcome to this Zen garden paradise also known as Luana Kai B201. Surrounded by lush tropical foliage and stylishly decorated with colors and furnishings that provoke a feeling of calm, this condo will be your favorite place to escape to year after year.Remodeled,...
Maui Sunset Vacation Rentals A420
Best view, ocean front view on the fourth floor. Sweeping views of grounds and the Pacific Ocean. One of the best locations on the property. New flooring 2024Watch the life of Maui unfold from the morning till evening from your private 180 sq foot private view deck....
1Br 1Ba Kahala Tropical Dream, Pool, Garden View 513
Located in Koloa Hawaii, this beautiful 1 bed/1 bath condo awaits to immerse you in local history and tranquility. With proximity to the serene beaches, barbecues, and hiking nearby, you'll be sure to fall in love with the culture of Koloa. Right outside your door is...
Aloha Condos, Nohonani Condos and Resort, Condo 205, Beachfront, AC
WELCOME TO NOHONANI 205 and IMAGINE, you are on the lanai, you relax, sit back, enjoy the sounds of the rolling waves, and refresh yourself with the warm ocean breezes. 180 degree ocean views capturing breaching whales, pods of dolphins, turtles in the waves or on the...
Enjoy the Views and Tropical Breezes Condo at The Cliffs
Soaring ceilings and walls of windows make this spacious unit feel even larger. Located on the third and top floor of The Cliffs, you will be treated to breathtaking views of the lush Princeville tropical landscape and long ocean views. From the living room lanai, you...
Beautiful, Upscale Ground Floor Condo - Feels Just Like Home
Ali'i Kai 10A is a perfect blend of modern luxury and island charm located in the heart of all Kauai's North Shore has to offer! This beautifully updated, super inviting ground floor unit has two comfortable bedrooms with private ensuite bathrooms, and an open concept...
Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!
Whether you seek relaxation, remote work vibes, ocean waves, or stunning sunsets, my cozy 1 bedroom space awaits. Experience the charm of my recently renovated dwelling, featuring one complimentary parking space. Revel in ample lighting, sea breeze air, and full...
Hilo Home Base - 3 Miles to State Park & Beach!
Pack your hiking boots and bathing suits for an unforgettable trip to this home in Hilo! Complete with basic comforts, a well-equipped kitchen, and a quiet outdoor patio, this 2-bedroom, 1-bath vacation rental is an ideal space in between adventures. Discover Hawaii's...
PK B110 Enjoy Ocean Views Steps from the Pool and Hot Tub 1BD Amazing Location
Papakea B110 · PK B110 Enjoy Ocean Views 1BD w Pool and Hot TubYou'll have a great time at this comfortable place to stay.Escape to paradise in this updated ground-floor one-bedroom, one-bathroom condo at the beautiful Papakea Resort in West Maui. Featuring a ground...
Updated #328: Kitchen, Coastal Decor, Ocean Views
Updated Beachfront condo with stunning ocean views located at popular Sugar Beach Resort!#328 has been tastefully updated with new kitchen and bathroom updates as well as new coastal furnishings. Sunsets are easily enjoyed nightly from your private lanai. Catch turtle...
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
This is a beautiful 2 Bedrooom / 2 Bath townhouse directly on the oceanfront at the Keauhou Kona Surf & Racquet Club. This is a gated community with 4 lighted pickleball/ 3 tennis courts, swimming pool, and community BBQ & picnic areas. There is no air conditioning in...
Absolute Oceanfront Condominium in Kona Hawaii
Kona Coast/Kailua-Kona, Big Island of Hawaii, USA, Twenty minutes south of Kona Int'l Airport and one easy walking mile south of downtown Kona. Your condo is just a short distance from Magic Sands Beach a local body surfing favorite and Kahaluu Beach Park known for sea...
Beautifully updated 2 bedroom beachfront condo @ Hale Mahina
Welcome to Hale Mahina B403. This beautifully remodeled top floor beachfront 2 bedroom, 2 bath condo boasts expansive ocean views & classic Hawaiiana decor. This condo features a remodeled kitchen with stainless appliances, office desk, & breathtaking views. Hale Mahina...
Forever Ocean Views POOL & BBQ
Perched on the lush green bluff's edge, immerse yourself in captivating ocean views and lullabies of the sea. Unobstructed azure panoramas grace the living room and both bedrooms. Witness tropical seabirds and, in season, majestic humpback whales. Each room is adorned...
Unit #216-1BR+Mezzanine BR/2 Bath: 2 BR, 2 BA Condominium in Lahaina, Sleeps 5
Recently remodeled Second floor unit 1 bedroom + Mezzanine bedroom, 2 baths. West facing, beautiful views of Hawaii Sunsets, whale watching from your Lanai (in season)! Twin beds in the lower bedroom, can be made into a King upon request. Queen bed in the Mezzanine...
Cottage 1B, Unit 1 C02- The Best Oceanfront Lanai On Molokai!
Enjoy watching the video tour! It is on YouTube Molokai 1B Kepuhi! Our wonderful cottage is located just steps from the pristine white sand beaches on Molokai's west end. We have stunning ocean and sunset views of Kepuhi Beach even from inside the cottage. The cottage...
Unit 108 A Luxurious Escape with Ocean Views!
A LITTLE ABOUT THIS CONDO.....Step into paradise at Polynesian Shores Condo #108, where oceanfront serenity meets island elegance. This newly remodeled ground-floor retreat offers a tranquil escape, with a picturesque plumeria tree shading your lanai, just steps from...
Stunning 1 Bedroom remodel in Waikiki Banyan Tower One
** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel. Our nightly rates have been adjusted to reflect this closure ** When it...
Aloha Condos, Ilikai Marina, Condo 1294, Oceanfront, AC
180 Ocean Degree Views from this Beautiful End UnitSmall Oceanview Lanai with Sliding DoorBeautiful New Travertine Floors ThroughoutBeautiful Koa Furniture, Window Coverings, & LinensFoldout Queen Sofa with Koa FrameGenerous Storage Space• Waikiki Oceanfront Location•...
Manualoha #302 condo w/ lanai, W/D & shared pool - walk to the beach, near golf
Manualoha 302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perfectly situated just up a garden path from the golden sand of Brennecke's Beach, this one-bedroom, ground-floor condo...
Save 25% Instantly from 04/06/25-04/15/25! Grand Champions 61! 2B/2B, AC, Slps 8
Nestled in the prestigious Wailea Resort community, Grand Champions Villas 61 offers a prime retreat with breathtaking views of the Wailea Blue Golf Course. This ground-floor villa features two spacious bedrooms, each with its own ensuite bath. The guest bedroom is...
Shimmering Ocean Views! A/C, Wi-Fi, Pool, Parking, Close to beach!
Waikiki Sunset #2512 – 229 Paoakalani Ave.Enjoy mesmerizing ocean vistas and views of Diamond Head and Kapiolani Park by day and colorful sunsets and city lights at night from this 25th floor condo with central AC (534 sq.ft. plus balcony/lanai), FREE Wi-Fi! 4-person...
Newly Remodeled Ocean View "J" Studio, sleeps 4
Perfectly-Sized Ocean View Studio for Your Family to Relax & Recharge Step into island comfort at Maui Eldorado Kaanapali J122—your peaceful, ground-floor retreat. Thoughtfully redesigned and fully remodeled in June 2025, this cozy studio is perfect for 4. Looking to...
Kihei Bay Vista D-204: 1 Br Condo located across from Kalepoleopo Beach Park
One Bedroom one bath garden view condo. Fully equipped kitchen, perfect for enjoying meals in your condo and not having to eat out for every meal. The Kihei Bay Vista is located in central Kihei. It is across the street from Kalepolepo beach and the Pacific Whale...
Direct ocean views plus modern appliances
Welcome to Kahana Reef 408, This recently remodeled penthouse unit features a 1-bedroom, 1-bathroom condominium that offers ceiling fans and unobstructed ocean views from the 4th floor. There is no A/C in this unit. There are elevators at this property for easy access....
Hale Hui Kai 302 Two bedroom Two bath with AC and Garden Views
Hale Hui Kai is an oceanfront property, this third floor garden view condo is just steps away from the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil atmosphere. This...
Sounds Of The Ocean, corner unit A101
A LITTLE BIT ABOUT THIS CONDO....Lokelani A101 Great location on the north end of the property for a quiet, cozy vacation. All the amenities of home. King bed with a sofa sleeper in the living room. Large lanai (porch) for lazing your days away with the lull of the...
Kauai Beach Villas Walk to Beach, Access Kauai Beach Resort pools, FREE PARKING
Lihue vacation villa with full kitchen and complimentary/free access to the Outrigger Kauai Beach Resort and spa.Kaua'i Beach Villas in building D, 1-Bedroom, 1-Bath, Ground Floor Unit with Private Lanai off of the Living Room, Walk to Beach. No resort fees, free Wifi...
Breathtaking Ocean Views - Waikiki - Ilikai Marina
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
☀WAIKIKI GRAND HOTEL® 1006 SunDeck Suite—2 Queen Beds—sleeps 4 on 10th FloorLegally permitted rental -134 Kapahulu Ave 1006 A Unique Sundeck level Studio with kitchen that accommodates 4 guests in 2 Queen beds on the 10th floor of the popular Waikiki Grand Hotel®Step...
Gorgeous Modern & Sophisticated Remodeled Ocean Front 2 Bedroom Condo
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** ***POOL WILL BE CLOSED FROM SEPTEMBER 9-13th of 2024***Beach chic, stylish and modern condo, completely remodeled ocean view condo at Maui Sunset waiting for you! This tropical oceanfront complex has long...
Fully Renovated Beachy & Modern*Prime Location
You simply cannot beat this location for its proximity to the beach! It's just a short few minute walk, directly across the street!Welcome to one of South Maui's most appealing vacation rentable complexes to take advantage of! The complex is close to the upscale resort...
Beautiful Waikoloa Beach Hawaiian Villa - On Sale Now!!!
Our villa is furnished in a casual tropical island theme. It is ideally located, just steps away from the pool, tennis courts and spa. Our Hawaiian style townhouse is an end unit with windows on all four sides, 17-ft high living room ceilings and no one above or below...
Ocean View Retreat on the Garden Island!
Experience the best of Kauai’s North Shore at this newly updated condo in Princeville, one of the island’s most sought-after communities. Enjoy breathtaking Pacific Ocean views right from your living room or private lanai, with a lush grassy lawn just beyond. Spend your...
Holua Kai #32: Luxurious Coastalview Home w/Private Pool, AC: Golf Oceanfront
Holua Kai #32 offers a refined Big Island escape in Keauhou’s exclusive gated oceanfront community. Steps from championship golf and a short stroll to Keauhou Bay, this plantation-style home blends breezy indoor-outdoor living with panoramic coastal views, warm sunsets,...
A Luxury Dolphin Suite with Magnificent Oceanfront..The Ultimate Family Hideaway
As you enter the Dolphin Suite from your private elevator, you will be met with excellence in every way…The Dolphin Suite at Milowai Ma’alaea offers a luxurious and comfortable family hideaway. It stands out as an exceptional vacation condo for families seeking a...
Prime Majestic Ocean and Mountain Views of Kauai's North Shore
CLOSED FOR REMODEL * REOPENING MARCH 2026. E Komo Mai (Welcome) to Pali Ke Kua 123! Situated on a bluff overlooking the Pacific Ocean, this remarkable vacation rental offers a front-row view of the majestic Makana mountain and some of the most iconic beaches on the...
Konea 813 is simply one of the finest two bedrooms on offer at Honua Kai. The suite boasts a stunning 8th-floor "penthouse" vantage point and is amongst a class of the most sought after 2 bedroom floor plans at the entire resort. What distinguishes this column in the...
PANORAMIC OCEANVIEW PENTHOUSE - ISLAND SURF - Heart of South Maui.
Panoramic Oceanview Penthouse in the Heart of Kihei, in South Maui, Hawaii. All the fun and convenience you'd find at the big resorts without the large price tag. Located in the Heart of Kihei, in South Maui, Hawaii.This unit boasts gorgeous panoramic oceanviews from...
Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!
“Honokalani” – Unit 201 – is a 1-bedroom, 1-bath unit located in Hana Kai’s upper (Mauka) building. This vacation rental is a corner, upper floor unit with a king-size bed in the bedroom and a queen hide-a-bed in the living room and second covered lanai off the bedroom....
Overlooking the Hokulani Tower's vibrant interior courtyard and pool, Hokulani 245 is a luxurious 2BR/2BA suite offering stunning ocean views from between the lush palm canopy. Recently upgraded with new flooring, sofa sleeper, furniture, and artwork, you will have...
Royal Garden at Waikiki... Suite Excellence and Warm Aloha
NOTE: THIS IS A LEGAL VACATION RENTAL Warmest Aloha and thank you for taking the time to visit our listing. Welcome to this privately owned Royal Garden at Waikiki suite on the 18th floor of the European-style Wyndham Resort with a Hawaiian vibe. Here you can make our...
Ocean view studio - 1/2 block to World Famous Waikiki Beach <br>
===================================Come to Hawaii and share in our wonderful condo in paradise. Our fully licensed and legal studio condo is only half of a block from World Famous Waikiki Beach. You can have it all in this fabulous studio condo. The location and view...
14th FL centrally located Waikiki condo views of both the ocean and mountains
This Waikiki 14th floor condo is the perfect location for your trip to Honolulu. With a cozy bedroom with a queen size bed tv and dresser . Dining area for two with small refrigerator. Bathroom with both bathtub and shower. kitchenette includes microwave, coffee pot,...
Ocean Views! Great Unit in Hale Kamaole! Discounts Offered! 2 bed + loft
Book your Spring getaway now! 7 Night discount special and ask about our BONUS DISCOUNT for 10 nights!Set in beautifully landscaped Hale Kamaole complex, Unit 255 features a private lanai with beautiful ocean views across from Kamaole III beach -- named one of the top...
Turtle Bay Top Floor Studio unit 164 @ Kuilima West
North Shore Escape at Turtle Bay | Kuilima Collection Loft StudioDiscover the authentic North Shore Oʻahu lifestyle at this cozy Kuilima Collection studio loft, located in the heart of the iconic Turtle Bay Resort area. Nestled alongside the lush fairways of the Fazio...