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.
Beachfront on Kauai's Beautiful Coconut Coast!
This charming, oceanfront condo is attractively furnished with your comfort in mind. Its ground-floor location offers convenience as well as easy access to the beach. You have nice ocean views from your living room and master bedroom as well as from your private lanai....
Valley Isle 403 2B/2B Oceanview, AC - Spring Deals! Book April/May and SAVE BIG!
Overlooking a sandy beach protected by coral reefs, you will fall in love with the impressive oceanfront views and colorful sunsets that set the sky ablaze with a spectacle of colors. As if that's not enough, you will be conveniently located to the West Maui airport,...
Plantation Hale J16-AC: Ocean Facing Unit, King Bed, AC, Next to Marketplace
Plantation Hale Suites Unit J-16, Royal Coconut Coast, Wailua, Kauai Vacation Rental.*New luxury vinyl flooring and updated walk-in shower*One bedroom, 1 bath condo, 2nd floor end unit with a King bed and a queen sofa sleeper*Ocean facing unit with distant ocean views....
Kauai Mermaid Queen Sanctuary - Sleeps 16 - A/C!
Summary:Discover the epitome of luxury in our spacious and updated retreat boasting breathtaking mountain, waterfall, and ocean views. Situated within walking distance of beach trails and the enchanting Queens Bath, our home is gracefully backed up to the renowned Makai...
Wailea Ekahi Village | 3B
Nestled among the lush, tropical landscape, this studio is a perfect place to escape the hustle and bustle. Bring along that novel or take a refreshing nap after a day at the beach on the private lanai, secluded by tropical flowers. A writer's retreat!Recently renovated...
Large Lanai, Top Floor, Near Golf Couse and Ocean
Welcome to your Hawaiian retreat - a bright top-floor condo in Waikoloa Beach Resort, perfect for relaxation & adventure on the Kohala Coast!• Sleeps 4 | 2 bedrooms | 2 beds | 2 baths• Resort-style pool, hot tub, tennis & gym• Large furnished lanai w/ golf course...
Wailea Elua Village | 1103
Located within short walking distance to the beach and close to the on-property pickleball court and swimming pool, Wailea Elua 1103 enjoys the ideal spot for a Maui vacation.Upon entering, be struck by the large floor highlighted by a sunken living area that is...
Molokai Shores 131
Molokai Shores unit #131, on the ground floor: Stroll across a manicured lawn from the ground floor lanai of your renovated oceanfront suite to a gorgeous beach. The beach is perfect for a morning stroll or an evening of stargazing. Celebrate with an evening toast on...
Condo with expansive ocean views from the kitchen, lanai & primary suite
Makanui at Poipu Resort 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This two-bedroom, two-bath with two-bed bonus loft is a Hawaiian-themed oasis surrounded by lush tropical...
Honu Hale | Minutes away from the beach!
Summary:This two-bedroom condo in Kailua-Kona is the perfect getaway for small groups looking to make the most of their Hawaiian vacation. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This oceanfront complex has an amazing location...
Alohana Waikiki Sunset #802
Welcome and Aloha! One bedroom-Full Kitchen standard view of ocean "Self Catering" condominium unit. We are just 1 short block from "World Famous" Waikiki Beach and two blocks from the Honolulu Zoo. The Waikiki Sunset offers its guests a "Home Away From Home" during...
Kihei Akahi Resort C603 Beautiful Ocean View
"Maui Mega Savings: August Deals Extended Through October! Book Now!".Two Way Split AC in Living Room and Bedroom - Top Floor with Great Ocean View.Kihei Akahi C603 located on the top floor of building C at the Kihei Akahi Resort. Enjoy spectacular views of the Pacific...
Oceanfront condo with balcony, great view, pool, hot tub - 50 ft to beach
Pono Kai Resort B208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Gorgeously situated only 50 feet from the sandy beach in Kapa'a, this recently remodeled oceanfront condo at Pono...
Maui Parkshore **Ocean View** 2 Bedroom 2 Bath
Fully furnished ocean view condo in south Maui by arguably the best beach in Maui. The 2 bedroom unit has a king bed in the master and 2 twin beds in 2nd bedroom.The kitchen offers granite counter tops, back splash and island range oven. There is a stacked washer and...
Updated Oceanfront Condo! Long clean beaches to walk & swim! Escape the Crowds!
Our Hawaiian Paradise Vacation awaits you here in our uniquely remodeled Hale. Be a part of our Ohana and escape to the Hawaiian countryside, leaving behind the hustle and bustle of Waikiki with its crowded beaches and enjoy a private serene beach with amazing views and...
Kihei Akahi D210: 1BR/1BA with Ocean Views, Updated Interior, and Prime Location
This property is hotel zoned, and not being affected by the recent proposed legislation.Kihei Akahi D210, Great location with views of the ocean! This 1 bedroom/1 bath is centrally located in Kihei and perfect for couples or small families. This condo has been nicely...
RENOVATED Studio By The Ocean!!!
Aloha Kakou! Thank you for checking out my new unit near the beach. I have a full kitchen to test out your cooking skills and a balcony overlooking the pool for your morning coffee and a glass of wine at night! Historic Kona town is steps away with open-air eateries,...
Beautiful Oceanfront Resort With Walk Out Lanai to the 4 Resort Pools and Beach
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is a serine ground floor unit with 2 queen beds and a gorgeous view of the pools and resort. Walk out your lanai and walk straight to the pools and within a couple of...
Lofted Lahaina gem pool, ocean view, & high-speed WiFi
Mahina Surf 206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find peace and serenity by the water here in Lahaina and call this lofted getaway home for a little while! Whether you...
Wailua Bay View condo near surf & sand with pool, ocean views & W/D
Wailua Bay View 307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wailua Bay View Kauai vacation condos are exactly what you have been looking for. Located on the Coconut Coast,...
Kona Mansions#309 Top Floor,Beautiful, AC, Located in Heart of Town
Welcome to Kona Mansions, Unit#C-309! Beautiful Top Floor Unit in Heart of Kona Town, Walk to everything! Located in downtown Kailua, this front row, third-floor unit has spectacular ocean views in Kona Mansions condos. Walk to Ali'i Drive and experience great...
Beautiful Ko'olau Mountain Views! AC, one FREE Parking and Wi-Fi!
Waikiki Sunset #1211 – 229 Paoakalani Ave.Enjoy majestic Ko'olau Mountain views by day and sparkling city lights at night from this 12th floor, one-bedroom condo (546 sq.ft. plus 55 sq. ft. balcony/lanai with table and chairs) with central A/C, and it’s just 2...
An Aloha condo in the heart of Waikiki-5 minutes to beach, parking, AC,WiFi incl
Aloha 🌺STR: 1735Expiry: 05/23/2026Tax Map Key: 260250050038Max. Occupancy: 2 in main bedroom (2 double beds) and 2 in living room (queen size sofa bed) *NO PETS ALLOWED.** No outdoor recreation deck, pool, hot tubs, playground and bbq area until July 2026.Location:...
Cozy Condo Located in the Heart of Kihei
Hawaii Tax ID: TA-054-572-6464-01TMK: 390180030141Aloha and Welcome to Maui Vista 2220! Discover the perfect blend of comfort, convenience, and island charm in this 1-bedroom, 1-bathroom condo located in the heart of Kihei. Whether you're seeking beach days, island...
Ko Olina Kai 1033A: Spacious 3BR, Near Golf & Lagoons, Private Lanai
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Ko Olina Kai 1033A by Gather, a...
Incredible Kekaha Beachfront Estate for 10!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!3 Bedroom main home and 2 bedroom Cottage. 5 bedrooms/5 baths totalMain Home: This custom home is on a ocean front estate. It has three bedrooms and three bathrooms. The home has large...
❤️PiH❤️ Coco Cabana ~ Hilton Pool & Waterslide Passes ★ Newly Decorated ★ Bikes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Coco Cabana, a part of our Hawaiian Luxury Collection. Coco Cabana at KaMilo is a gorgeous 3 bedroom, 2.5 bathroom home, with two master suites. This beautiful home has been newly decorated with stylish brand...
Captivating Ocean Views at Spectacularly Located Makena Surf Resort #C-205
Makena Surf C205Makena Surf Resort, located in the exclusive Makena area, offers a secluded beachfront retreat surrounded by lush tropical landscaping. This gated property features six two- and three-story buildings, each designed to maximize stunning views of the...
Large corner unit Condo in the heart of Waikiki. Easy walk to the beach!
Large recently updated condo only 3 blocks from the beach. Room for up to 4 people with one king size bed in the bedroom and two twin size futons in the living room. Quiet corner unit with a well stocked kitchen, fast wifi, and cable TV. Located in the Hawaiian King...
3 Bedroom Suite w/Loft – Kamaole Sands 1401
Kick back and relax in this 1,577-square-foot, two-story, condominium with a stylish kitchen, cool tile floors, and tropical décor. Located on the 4th floor, its lanai offers expansive views of the resort’s lush, tropical gardens and partial views of Kamaole Beach...
Plantation Hale D2 "The Palm Shade Stay" – A Relaxed Garden-Level Retreat
Welcome to The Palm Shade Stay, your breezy home base on Kauai's lush Coconut Coast. Nestled among swaying palms at Plantation Hale, this freshly updated ground-floor condo features brand-new furnishings, fresh paint throughout, and a newly renovated bathroom—bringing...
Located in the Heart of Waikiki! Free parking & W/D in the unit!
The Marine Surf Condominium is located right in the middle of Waikiki. This is a breezy and cozy corner unit at Marine surf. The unit was renovated in May 2011. This unit has a unique layout of 1 full bath and 1 half bath for guest convenience. Enjoy the mountain view...
Largest Private Patio on the Ocean and Air-Conditioning
Newly remodeled unit just made available for rentals. This was our home in the 70's and now our vacation home. We want you to enjoy old Hawaii the way we did when we were first married. This is a quiet get away from the hustle of Waikiki but can be reached in under an...
The Drifter - North Shore Loft - Relaxed Luxury
Welcome to The Drifter!! Part of the Kuilima Estates East community, the unit was designed with the goal of offering a “Relaxed Luxury” experience. Meaning, to provide guests with an elevated design aesthetic with a feel-good comfortability. The unit is a loft-style...
Luxurious Waterfront Retreat w/ Views, Soaking Tub, Pools, Hot Tubs at Honua Kai
Honua Kai - Konea 738Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you’re considering a luxurious Maui retreat, this beautifully updated one-bedroom condo offers both location...
KAHALA BEACH APARTMENT
FORGET YOUR WORRIES IN THIS SPACIOUS AND SERENE SPACE. THIS MODERN RESIDENCE IS NEWLY RENOVATED AND EXTREMELY CLEAN. LOCATED ON THE BEAUTIFUL KAHALA BEACH. UNIT OFFERS PRIVATE OUTDOOR PATIO WITH SEATING AND DINING TABLE TO HELP YOU ENJOY THE TROPICAL BEAUTY OF THE...
Kamaole Beach Royale Unit 305:1 Br/2 Ba Across from Kamaole Beach Park I
Enjoy 180 views from the 3rd-floor living room and a private lanai with table and chairs where you can relax and listen to the waves crash on the shore. In the winter months, you can see the whales playing in the ocean and throughout the year you can watch the boats...
Wyndham Bali Hai | 1BR Suite with Resort Access
Summary:Nestled amidst the stunning scenery of Princeville on Kauai, Pahio neighborhood and Hanalei town beckon with a delightful array of restaurants, beaches, galleries, boutiques, and world-class golf courses, all within easy reach. Unwind by one of the two pools or...
Beachfront Gem; Steps from the Glistening Shore
Indulge in the unparalleled beauty of Hawaiian sunsets as you retreat to your own private haven on the ground floor of this conveniently located condo. Revel in the breathtaking ocean and garden views from your expansive lanai (terrace), where you can start your day...
Papakea E203 Oceanview - Lahaina, HI
Papakea Resort E203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step inside Papakea E203 and breathe easy. You're on your Hawaiian vacation now! Take in lovely views of the ocean...
Maui Kamaole i210 - Ocean View and Whales!
Unwind on one of two private lanais while taking in the stunning ocean views. The interior is fully equipped with all the comforts of home, including a fully stocked kitchen, comfortable furnishings, and a spacious living area. After a day of exploring Maui, relax in...
Tranquil Retreat Sunbelt of Hawaiian Paradise Pk
Summary:Discover the charm of island living in this spacious home nestled within the serene enclave of Hawaiian Paradise Park. Enjoy the essence of the sun-soaked Sunbelt region, where each day invites you to embrace the beauty of Hawaii's natural landscape. With ample...
Maui Resort Rentals: Honua Kai Konea 302 – Direct Ocean Front 3BR w/ B.B.Q on Wrap Around Balcony
Upon first entrance to Konea 302, your senses will acknowledge that you've chosen one of the finest three bedroom direct oceanfront residences that Honua Kai has to offer. ALI'I (Hawaiian word for 'royalty') residences offer the largest 3BR oceanfront floor plans for...
NEW LISTING - Coveted Princeville Resort COMFY private studio with AC -
Welcome to one of the most beautiful areas on the Garden Isle!This unique complex offers many amenities. Tucked within the property within 15 steps of your unit is the largest pool in Princeville! The pool/ community area offers several tables, ping pong, grill area all...
Calm & Quiet New Waikiki Studio
Located on the quieter side of The Waikiki Grand Hotel™ with a city skyline view, this comfortable 8th floor Queen bed studio has free WiFi & built in Stovetop.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home....
Condo w/free AC, great Kihei location - steps from the ocean
FREE AC in both LR & BR! King bed (new purple mattress 7/23) + queen sleeper sofa (4 pp max.). Remodeled kitchen & bath. New smart TVs: 55" in LR & 50" in BR. Laundry in unit. Free parking. Follow us on IG @luanakaimaui for specials!This quiet, oceanfront complex...
Village Manor A21, 2nd Floor, End Unit, Coconut Grove & Ocean Views!
Coconut Grove Apartment, Village Manor #A21. Just steps from the coastal bike path, walk to the beach, shops and grocery stores. Ocean, Mountain and Royal Coconut Grove views from the lanai. Accommodates up to 4 guests, including children and infants.Waipouli, Kapa'a,...
Oceanview 2 Bdrm/2 Bath - KAN114 -1st floor Gorgeous / Upgraded Condo
Kanai A Nalu ocean view condo #114 is a stunning vacation rental that has been remodeled with exquisite attention to detail. From high-end materials, finishes, and furniture to beautiful doors and light fixtures, every detail has been meticulously thought through to...
Oceanfront, walk to shops and restaurants
Hawaii Tax ID: TA-091-878-1952-01TMK: 390080030022Stay in this 2 bedroom Hale Kai O'Kihei 305 unit and enjoy amazing ocean views and the convenience of being close to shops and restaurants. This property is perfect for a few couples or a family with 2 bedrooms and 2...
Great Downtown 1-Bedroom, only a block from the Ocean!
Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...