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.
Waikoloa retreat with pool & tennis courts
Welcome to your peaceful Waikoloa escape - a tropical retreat made for relaxation & island ease! Enjoy sunny days, gentle breezes & comfort in every corner:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths- Shared pool, hot tub, tennis courts & gym- Large furnished lanai w/...
Wailea Ike by AvantStay | Walk to the Beach | Balcony w/ Views
Pack your swimwear and prepare for an unforgettable getaway at this newly renovated condo, where every morning greets you with stunning balcony views of lush landscapes rolling down to the ocean. This condo is within walking distance of the beach, the Wailea shops,...
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...
Ocean/Diamond head view condo at Waikiki Banyan. Free Parking! Centrally located
Welcome to your perfect island getaway at the Waikiki Banyan! This 1-bedroom, 1-bathroom condo comfortably sleeps up to 4 guests and features stunning ocean views and an iconic view of Diamond Head from your private lanai. Whether you're enjoying your morning coffee or...
Kihei Akahi Resort C603 Beautiful Ocean View
"Escape to Maui's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".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...
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...
2BOF2 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Exquisite interior updates and stunning ocean view
Kaanapali Shores 849 is a 1-bedroom, 1-bathroom condo with central air conditioning that can accommodate up to 4 guests. Located on the 8th floor, you'll find an open-concept layout and Hawaiian-inspired furniture and decor. When it's time to rest, the bedroom features...
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...
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...
Mahana 1111 • Direct Ocean Views & Beachfront
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Mahana 1111 – Your Oceanfront Paradise on Kaanapali Beach Welcome to your stunning, direct oceanfront 2-bedroom, 2-bathroom luxury condominium located on the pristine...
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 blocks to...
Stunning, Fully Remodeled, Luxury Condo
This renovated and tastefully decorated 650 sq. ft. condo provides 1 bedroom and 2 bathrooms. Spacious and airy with a modern Hawaiian feel, take the time to relax in this oasis after a nearby yoga class or long beach walk. Beautiful pathways guide you through tropical...
Shores at Waikoloa Beach Resort 315
Summary:This tropical top floor penthouse offers beautiful resort views and peek a boo ocean views that look towards the Hilton Waikoloa hotel. The Waikoloa Beach Resort features luscious greenery, koi ponds, a shared swimming pool, a fitness room, and BBQ stations to...
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...
Rolling surf, gentle trade winds, and unparalleled ocean views await you!
Seabreeze #7 – 3065 Kalakaua Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy 180-degree unobstructed panoramic views of the Pacific from this oceanfront property on Diamond Head's coveted Gold Coast.You'll have the entire 7th floor to...
Ocean & Diamond Head Views! Full Kitchen, Lanai, 1 Free Parking! Sleeps 6
Waikiki Sunset #2514 – 229 Paoakalani Ave.Popular 2-bedroom, 1-bath condo (604 sf plus 56-sf lanai, sleeps 6) positioned on the 25th floor in the preferred corner end suite stack with central A/C and spectacular views of Diamond Head, Kapiolani Park, and the Pacific...
Incredible Kekaha Beachfront Estate for 10!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Main Home: This custom home is on a ocean front estate. It has three bedrooms and three bathrooms. The home has large sliding doors that disappear into the walls so you won't know where...
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...
Aston Kaanapali Shores - 2BR Garden View - NO Resort or Cleaning Fees
All of our guests have complimentary access to our Maui specialist and support team during their stay.*This condo is in the Aston rental program and is subject to a $10.95/day parking fee to be paid to the front desk on property. {A valid credit card is required to...
8th floor 1bd with great oceanfront views
Enjoy panoramic ocean views from this gorgeous oceanfront condo, Maui Kai 801! It doesn't get more oceanfront than this! Here you will enjoy spectacular sunsets year round, whale watching during winter months, and spotting turtles swimming below while drinking your...
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...
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...
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...
Partial Ocean View! King Bed! A/C, Wi-Fi, Pool, Parking, Close to Beach!
Waikiki Sunset #1812 – 229 Paoakalani Ave.You'll enjoy partial ocean views and great sunsets and city lights at night from this 18th floor, one-bedroom condo (534 sqft plus balcony/lanai), with central AC and free Wi-Fi! 4-person max.Just a 10-minute walk to the best...
Charming 2-bedroom condo. Under new management. 10% off last min booking for Jan
Imagine waking up to the gentle sound of waves and stepping onto your lanai to take in the vast, sparkling ocean stretching out before you. With a fresh cup of coffee or tea in hand, the morning breeze carries a sense of tranquility as you watch the sun rise over the...
FREE AC & PARKING! Exceptional condo w/peek-a-boo OV - res. guaranteed into 2027
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...
KM 114 2BD Oceanfront Condo w Ocean Views AC Pool
Kauhale Makai 114 Ground Floor 2Bedroom, 2Bathroom Condo with Ocean Views, Pool, and Hot Tub. Just Steps to the Ocean for a Fun Family Winter Vacation FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
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...
Waikiki Marina & Ocean Views! Easy Walk to Beach! Washlet, Kitchen, AC, Wi-Fi
Ilikai Marina #590 – 1765 Ala Moana Blvd.Relax in this newly furnished "beachy contemporary" 1-bedroom and take in beautiful views of the ocean and yacht harbor.CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs, unit lanai will be closed from...
Kihei Bay Vista B 203- One bedroom One Bathroom quiet garden view
Kihei Bay Vista is a low rise island style complex across from a long sandy stretch of beach. The beach is perfect for walks, sunset watching or just relaxing. At certain times it is a popular spot to watch the kite surfers ride the waves and sail through the air! The...
Golf course adjacent condo with furnished balcony, pool & fast WiFi
Waikoloa Villas H203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in ocean and golf course views from the covered and furnished balcony of this two-story condo in Waikoloa...
Ground Floor Ease+Tropical View! Full Kitchen, Lanai, Flat Screens+WiFi–Kiahuna 2051
Merging a tropical vibe with ground floor ease, this 690sf suite features floor-to-ceiling sliders that bring the beauty of fruit trees and flowers into the casual living area. Homey touches include a full kitchen and furnished lanai for “at home” dining and relaxing,...
Hawaiian inspired 4th floor condo in Kaanapali
Maui Kaanapali Villas A420 is a 4th-floor studio that offers central A/C, high-speed Wi-Fi, and a private lanai. This resort has elevators. This condo can accommodate up to 5 guests. The main area features 2 queen-size beds. The spacious bathroom includes an updated,...
🌴Lovely cooler elevation condo with ocean views. Well equipped.🌴
Set in the heart of Kona coffee country (Holualoa) and surrounded by coffee farms and plantations is Kona Coffee Villas. This 2-bedroom, 2-bath condo offers ocean views and resort amenities including:Heated Swimming PoolTennis CourtFull-size Basketball CourtGuest...
Experience Turtle Bay Lilikoi by RedAwning
SPECIAL PRICE. Ground Floor Unit. Comfy condo. AC and ceiling fan in thebedroom. WIFI. No Phone. No Phone. Welcome to Kuilima Estates, the condo property located on the grounds ofworld-renowned Turtle Bay. The condos are surrounded by two beautifullymanicured golf...
Banyan Tree 404:Top Floor DIRECT oceanfront condo
Knutson & Associates is very proud to represent Banyan Tree 404, a top floor condo in a secure and private building with an elevator, pool, spa and barbecue!Full length views of the ocean from both the living room and bedroom of this stunning unit. The bedroom includes...