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.
OCEAN Front Kona Studio - Spectacular view!
ALOHA! We invite you to sit down, relax and take in this spectacular location our unit has to offer!PERFECT LOCATION!We are 15 mins from the airport and direct ocean fronting at Historic Kona town. Fast Internet!! For those who decided to escape to paradise to work?!...
Kona Coast Resort 10-104
Kona Coast Resort's unit 10-104 is a spacious, 1,100 square foot one-bedroom, one-bathroom condo that exudes a traditional Hawaiian ambiance. This unit boasts a fully equipped kitchen, a washer/dryer, and a private lanai with an ocean view. The bedroom features an...
Island Surf 312 | Steps to the Beach, Beachfront!
Discover the perfect Maui retreat at Island Surf 312, where stunning ocean views and serene beaches await just steps from your door. Nestled across the street from Kalama Beach and Cove Beach, this two-bedroom, two-bathroom condo offers the ideal getaway for families...
Wailea Ekahi Village 20H - 2 Bedroom Garden View Condo
Discover the perfect blend of elegance and comfort at Wailea Ekahi 20H, a beautifully decorated two-bedroom, two-bathroom vacation rental in the prestigious Wailea community. This charming second floor condo with vaulted ceilings offers a tranquil escape with all the...
Top of the World Views from a Stunning Corner Unit!
**Valley Isle 1104**Perched on the 11th floor of the lush, oceanfront Valley Isle Resort, this 1-bedroom, 1-bath condo offers panoramic views of the ocean and the islands of Moloka'i and Lana'i. Enjoy the best sunsets imaginable and prime whale-watching opportunities....
Hale Hui Kai 210 Two bedroom Two bath full Ocean and Beach Views
This private condo is on the second floor of the south side of the building ...about 30 steps along the pathway leads to 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...
Kona Makai 1-103 Nearly Oceanfront, Ground Floor, No Stairs, Special Location
Kona Makai#1-103 is one of the best located ground floor units in the entire complex! Being 2 units away from the very west ocean end of building 1, the location is undeniably too perfect. This NEWLY REMODELED unit has a gorgeous upgraded kitchen & bathroom as of July...
Beautifully Remodeled Wailea Condo Perfect for your Family Vacation
Hawaii Tax ID: TA-043-585-3312-01TMK: 210080770146Beautifully remodeled second floor unit is perfect for your family vacation. Nice and quiet unit with amazing hillside partial ocean views. This unit will surely make your vacation memorable. Great location for...
Ocean Front KUL711 -West Maui, Quiet Condo Location Great Views & Value—1B
**2025 Discounted Rates - Book Now! **Unit #711 is the perfect retreat for your Maui vacation, with its competitive rates and breathtaking views. As you enter the condo, you’ll be struck by the beautiful ocean and outer island view that can be seen from the living room...
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Panoramic ocean views! Across from popular Kamaole Beach II in South Kihei..Definitely not your typical rental unit. Flawless 2 bedroom 2 bath condo which has been owner occupied for thirty plus years and has been newly remodeled. Hardwood floors and wood louvered...
Ocean Views 42nd Floor Penthouse "2bedrm/2bath
Summary:My place is close to Waikiki Beach just 10-15 minutes away! , great views, parks, restaurants and dining. You’ll love my place because of the spacious living this unit offers with a full kitchen , washer/dryer in unit and 2 full bathrooms!. My place is good for...
Napili Bay 205, Direct Oceanfront Studio on Napili Bay! Stunning Views, Sleeps 4
Welcome to your beachfront retreat! Our cozy studio condo, situated directly on the picturesque Napili Bay Beach, offers stunning ocean views and modern comforts for your ideal Maui getaway. Recently renovated with a fully equipped kitchen, a comfortable queen-size bed,...
Paradise Found - luxury Poipu rental with ocean views
As with most homes on Kauai, this vacation rental is NOT air conditioned.Welcome to your vacation paradise at this new luxury Poipu vacation rental at the beautiful Makahuena Resort. At Makahuena 2106, step into modern elegance as you enter this thoughtfully designed...
Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Ocean View-Beaches Await
Sugar Beach Resort 434Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Kamaole Sands 4-210 | Stunning Tropical Views!
Welcome to Kamaole Sands 4-210, a serene vacation condo in the heart of Kihei, Maui. Nestled within the lush 11-acre Kamaole Sands Resort, this one-bedroom, two-bathroom retreat offers the perfect mix of relaxation and adventure. Just steps from Kamaole Beach Park III,...
Kamaole Sands Unit 4-406: 2 Br Loft Condo Featuring upgraded AC System
Cool off in this two-bedroom loft that features a split AC system in all rooms!! This is one of the few loft condos at Kamaole Sands with an AC system in the loft, main floor bedroom, and living room! Enjoy partial ocean views from the living room and lanai. The living...
Beachfront 1 bedroom 2 bathroom condo, ocean view from private lanain
Welcome to Nani Kai Hale 208. Enjoy a partial ocean view from your private lanai & living room. Feel right at home with everything from split AC in both the living room and bedroom, sofa sleeper, fully equipped kitchen, beach gear, & essentials. This condo can...
Pool, hot tub, tennis courts! Short walk to beach, dining.
Walk to Brennecke's Beach, Poipu Beach Park, Kiahuna Beach, Shipwreck Beach, the Hyatt beach, and more. Restaurants in walking distance include Brennecke's Beach Broiler and Kalapaki Joe's, both Kauai classics you won't want to miss. Our Poipu rentals at Kahala at Poipu...
PK D108 Ground Floor Condo at BeachFront Resort w Pools
Papakea D108 Great West Maui Location! 1BR/1BA Sleeps 4 Steps From the Ocean FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour,...
KR406-Ocean View Condo on Splendid Sugar Beach - Stroll the White Sand Beach
Experience the ultimate tropical getaway at this exquisite ocean-view condo. Upon entering, you'll be captivated by the newly remodeled kitchen, complete with modern cabinets, appliances, and elegant granite countertops. Prepare your meals while savoring the...
Hale Nani ~ Beautiful Hawaiian Home - Kuilima Estates East
Welcome to Hale Nani, a spacious family retreat nestled in the serene Turtle Bay on Oahu's East Side. This charming 1-bedroom, 2-bathroom with loft vacation rental offers a perfect blend of comfort and luxury, ideal for families or groups of friends. The master bedroom...
Brand New Oceanfront Condo - Kahana Reef 310
Stunning central Maui location! Close to many world-class beaches and snorkel spots including Kaanapali Beach and Napili, Kapalua, and Honolua Bays Just minutes to a number of great restaurants. The quiet condominium is one of only 88 units in 3 buildings, only 4...
ALOHA-WAIKIKI FUN & CHARMING near BEACH 52
NEWLY REMODELED/LISTED! NEW LISTING! Tranquility in Waikiki...newly remodeled unit has all you need in Waikiki and just 2 short blocks from the beach! Within our CLEAN PRIVATE unit, GUESTS will enjoy:• QUEEN bed to comfortably sleep two, with all bedding and linens•...
Deluxe 1 Bedroom Ocean View Condo with hot tub and pools & short stroll to beach
Kapa'a Sunrise condo is a spacious, enchanting, ocean view home located close to the beach and the dazzling pacific ocean. This charming condo features one bedroom and one full bath with an extra large balcony on a quiet side road on Kauai's gorgeous East side. Close to...
Hale Kamaole 133 Ground floor condo, easy access to best beach on Maui!
This is one bedroom ground floor unit decorated in Hawaiian style prints and artwork, with a Garden View and easy access to pool and BBQ. King bed in bedroom and queen hide-a-bed in living room, to sleep four guests comfortably. Kitchen cabinets are white with wood, and...
Remodeled city view condo 500sf interior + 120sf lanai w/ great city lights
*******IMPORTANT NOTICE**********Exterior Painting & Spalling Repair Project at IlikaiA licensed contractor has begun a major spalling repair and full exterior painting project for the building. This is a large-scale effort that will take approximately 1.5 to 2 years to...
Free Parking, Wi-Fi, AC, Comfy Beds, and Great Mountain View - Waikiki Banyan
Short-term rental is available for an entire apartment in Waikiki Banyan which was newly opened in early 2021 after a total renovation. The maximum occupancy is 4 adultsOur condo on the 18th floor comes with a water view of the peaceful Ala Wai canal, green golf...
Newly remodeled studio, jacuzzi and pool
Hawaii Tax ID: TA-133-894-9632-01TMK: 390011070030Luxurious Newly Remodeled Getaway in Kihei, Maui Escape to paradise in this newly remodeled condo nestled in the heart of Kihei, Maui. Experience the ultimate blend of modern comfort and tropical bliss right across the...
Kihei Akahi Condo w/ A/C, Shared Grill-Waves Await
Kihei Akahi D507Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Sugar Beach Resort 425: Direct Ocean Front Views from this 4th Fl Condo
Ocean Front Condo with one bedroom and one bath. This fourth-floor unit has a fully equipped kitchen which is open to the living area and the lanai, creating a large open living space. There is a flat-screen TV in the living room. The bedroom has a King bed. There is a...
Stunning 2B/2B Condo W/Ocean Views-Kamaole Sands
Kamaole Sands unit #3201 on the second-floor: This 1089 square foot second-floor gem, is nestled among palm trees where you can enjoy your breakfast of freshly brewed Hawaiian coffee, and a tropical breeze on plush bright blue furniture. Classy Hawaiian-themed modern...
Lovely Ocean-View Condo with Lanai, Shared Pool & Hot Tub - Walk to Beaches
Maui Kai 508Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up to the soothing sound of ocean waves at this one-bedroom Maui Kai condo, where you'll enjoy a community pool and...
Hanalei Bay Resort 7308: Oceanview Condo w/ AC
Discover the serene charm of Hanalei Bay Resort 7308, a beautifully appointed studio suite tucked into the lush hillsides of Princeville, HI. With dramatic Bali Hai and ocean views, this peaceful retreat is perfect for honeymooners or couples seeking an effortless...
Ocean-Marina Front Couples Bliss at Ilikai Marina Short Walk to the Beach
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.July 11, 2025ILIKAI MARINA NOTICE — Spalling Work UpdateSpalling repair on the Ocean/Marina-facing side is nearing completion, but...
Waikiki Banyan T2 on 29th floor - breath taking views!! FREE parking included
Great location in the heart of Waikiki, just a 5 minute walk to renowned Waikiki and Kuhio beach, and within walking distance to Waikiki's best restaurants, bars, coffee shops, ice cream & shave ice, high end retail shopping, and more! This very comfortable 1 bedroom, 1...
Kahana Reef 419 - Direct Oceanfront 1B/1B - Amazing Views
Experience the tranquil charm of our direct oceanfront Kahana Reef unit, ideally located on the top floor. Enjoy breathtaking views of the island of Molokai and Lanai and enjoy Maui's stunning sunsets from your private lanai. During whale season, revel in prime whale...
Halii Kai Waikoloa Resort 3BR Ocean View Villa #11E
This elegantly-designed, air-conditioned villa offers a lanai with ocean views, gourmet kitchen and sleeping bliss in three bedrooms with flat screens. The master bath appeals with double sink vanity and walk-in shower. Also enjoy high-speed Internet, ceiling fans and...
39th Floor Unit with Spectacular Views!
The Discovery Bay Condominium is situated in the westmost part of Waikiki, conveniently located within walking distance of Ala Moana Shopping Center and the beach. Restaurants and shops are available on the ground level of the building as well as right across the...
Upscale condo with washer/dryer & grill - near surfing, biking & golf
Maui Kamaole K105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Oceanfront, Ground-Floor Condo w/ Spectacular Ocean View, WiFi & Shared Pool
Mahina Surf 101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A truly spectacular oceanfront setting awaits at this ground-floor condo in Mahina Surf, where swaying palms and the...
Oceanfront condo with amazing balcony views, pool, near beach
Hololani B801Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Cool trade winds and breathtaking sunsets await from this oceanfront Kahana condo, which includes access to a shared pool...
Clean one bedroom with Free Parking, WiFi, one block to Waikiki Beach!
Clean one bedroom with AC, Full Kitchen, Free WiFi, one block to Waikiki Beach!This 3- Diamond Hotel Condo unit offers affordable price with Diamond Head and Ocean ViewIYou will enjoy:- Free Parking pass (Only applicable to stays in 2025)- Free WiFi- Fully equipped...
B10: 1 bedroom, 3rd floor, oceanview
This private top floor unit with a beautiful ocean view has recently been completely redesigned by a luxury resort designer. This 2010 complete upgrade will inspire the sense of tranquility and relaxation. The unit has all new appliances and furnishing. Gorgeous new...
RELAX at The Salty Mermaid in Hawaiian paradise.
Vacationing in paradise or working from anywhere? Come stay at the Salty Mermaid for your ultimate relaxing experience! 1. OCEAN view AND golf course view right over the 8th green - VERY rare! Watch the golfers go by during the day, and take in the breathtaking Hawaiian...
Maui Banyan H-214 | Tropical Oasis, Near Beach
Located directly across the road from world-famous Kamaole Beach II, Maui Banyan H-214 is the ideal place for a couple or a small family getaway. The Maui Banyan resort has two beautiful pools with hot tubs, outdoor showers, and large pool decks. There’s also a tennis...
Modern 2 bedrooms apt. - Seashell One
Experience convenient and comfortable living staying at our Seashell Ohana ONE! Our newly built 2 bedroom 2 bath duplex. Located centrally in Hilo. You will be just 3 miles from Hilo airport, Liliuokalani Park and Garden, Carlsmith Beach Park, and many other popular...
Remodeled & private studio with WiFi, balcony, & shared pool/hot tub/gas grills
Kona Islander Inn 219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This tropical, island retreat is waiting to welcome you to Kona! With a central location close to shopping,...
Block to Beach! Koko Resorts at the Waikiki Banyan 31st Floor Deluxe Ocean View, Free parking & Wifi
Deluxe High-Level Condo with Beautiful Ocean View, Free parking & Wi-FiAloha and Welcome to Koko Resorts! We are so happy you have chosen to stay with us for your Hawaiian Vacation!The pool and all associated amenities will be closed starting April 7, 2025, for an...
Pool & close to Beaches, Elegant King Bed Studio (Sleeps 4) FREE Parking!
Legally permitted rental - 1850 Ala Moana Blvd #506** For your health and safety, we utilize additional Sterilization procedures between reservations.Elegant large King Bed studio suite that accommodates up to four guests, Privacy curtain separates the living area queen...
Kihei Akahi C-507: Ocean & Haleakala Views from 1BR/1BA Condo in South Maui
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to our condo in popular south Maui at the Kihei Akahi Resort! This beautifully landscaped property, with ocean, island, and volcano views along with a perfect location is a...